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View 5 Deer Island Homes for Sale

Below you can view all the homes for sale in the Deer Island subdivision located in Winter Garden Florida. Listings in Deer Island are updated daily from data we receive from the Orlando multiple listing service.

To learn more about any of these homes or to receive custom notifications when a new property is listed for sale in Deer Island, give us a call at (407) 444-0331.

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Viewing Homes 1 to 5 of 5

Deer Island | House For Sale $1,249,900

17569 Deer Isle Cir, Winter Garden, Florida 34787

Reduced By $125,100

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17569 Deer Isle Cir. Listed | 207 Days Ago
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    6477

  • Year Built

    1991

  • $/SqFt

    $192

Hard to find Deer Island Custom Lakefront Estate with amazing frontage on one of Central Florida’s top waterfront destinations – John’s Lake! Those familiar with Deer Island know that it offers what is arguably the very best combination of privacy and seclusion with the surprising convenience of a quick ride to Downtown, OIA and the attractions. This private & tightknit gated community of predominately waterfront homes features spacious lots, large sprawling oaks, meandering walking paths, private tennis courts, & gorgeous water vistas that make Deer Island a lifestyle like nothing else. The home boasts authentic imported materials and features that are true to its English Tudor design and a floor plan & décor that combines form with function to make the home at once both a stylish conversation piece as well as an ideal layout for families (5 Bedrooms + 2 flex rooms with offices for optional 7 bedrooms!) & entertaining. Natural stone, brick, iron-accentuated solid wood doors, Venetian plaster, stained glass, and large open views of the water all lend to create a classy vibe across a stunning waterfront backdrop. This home enjoys a stunning eastern exposure across what is perhaps the most expansive water view on Johns Lake. Wake up early for a cup of coffee and watch the sun rise while your own private nature show unfolds out on the lake. Otters, osprey and bald eagles are a common sight. If you’re seeking an interesting lifestyle home on a stunning waterfront setting, this one is worth a look. 5322251

Keller Williams Classic Rlty V

Deer Island | House For Sale $584,321

17520 Deer Isle Cir, Winter Garden, Florida 34787

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17520 Deer Isle Cir. Listed | 171 Days Ago
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3855

  • Year Built

    2003

  • $/SqFt

    $151

Spectacular and meticulously maintained Deer Island custom pool home with attached guest house/in law suite. This is the perfect home for multigenerational family living! The home has open great room floor plan with ceramic tile floors throughout the main living areas. The dining room is right of the foyer; the great room features lighted trey ceiling, crown moulding and sliding glass doors to lanai and pool. The kitchen is open to the great room across the breakfast bar with lighted glass display cabinets. The kitchen features solid wood cabinets with detailed moulding, tile backsplash, corian counter, pantry and recessed lighting. A separate breakfast room overlooks pool with sliding glass doors. The home has 3 bedrooms and 3 full baths; the master suite occupies the left side of the home with a bay sitting area overlooking the pool, two spacious closets and the master bath with garden tub, separate shower, two separate vanities and water closet. The guest rooms are to the right in the home with one ensuite pool bath & one hall bath. The home is connected to the guest house by a breezeway. The guest house has a living/dining room combination, kitchen, laundry closet, master bedroom with ensuite bath with double sink vanity, garden tub, separate shower, large walk in closet and the water closet has access from main living area. Deer Island is a gated custom home neighborhood on Johns Lake with a boat ramp, fishing pier and tennis and basketball courts. See the virtual tour! 5328888

Coldwell Banker Residential Re

Deer Island | House For Sale $4,759,000

17819 Westbay Ct, Winter Garden, Florida 34787

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17819 Westbay Ct. Listed | April 4, 2015
  • Bedrooms

    7

  • Full Bath(s)

    7

  • Sq. Ft.

    11650

  • Year Built

    2010

  • $/SqFt

    $408

Casa De Leon is the epitome of luxury Florida living. This custom built masterpiece is a must see for that buyer who’s looking for a one of a kind property. Privately situated on a 1.75 acre peninsula with panoramic water views from every room and over 700’ feet of lake frontage this home would be almost impossible to duplicate. This exquisite estate boasts 7 bedrooms (including 2 master suites), 7 baths, 2 half baths, a 5 car garage, and a 1,500 sq. ft. guest suite. The kitchen in this home was designed by a chef and features a massive center island, top of the line appliances, beautiful custom cabinetry, a hidden pantry, and sumptuous granite countertops. Absolutely no expense was spared in the construction of this home, from the energy saving features hidden behind the walls to the exceptional finishes found throughout every inch of this striking residence. As you step through the front door your breath will be taken away by the soaring ceilings, custom wrought iron railings, and floor to ceiling windows that frame the stunning lake views. Additional features include a library with rich wood details, a home theater, wine cellar, elevator, game room, exercise room, 8 person sauna, and a steam shower. Exterior amenities include a 70’ long infinity edge pool with Intellitoutch remote to control the spa and gas fire bowls, a boat house with jet-ski and boat lifts, and loads of patio space for entertaining. Rich with amenities and only 20 minutes from downtown no finer home is available for the price. 5357313

* Potential Great Value

Regal R.E. Professionals Llc

Deer Island | House For Sale $450,000

17508 Deer Isle Cir, Winter Garden, Florida 34787

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17508 Deer Isle Cir. Listed | 249 Days Ago
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4274

  • Year Built

    1996

  • $/SqFt

    $105

Short Sale. DISLCLOSURE - This property contains a latent defect. This home was used to produce an illegal substance and in doing so large amounts of MOLD have been observed. Remediation will be needed. Buyer is responsible for all past due HOA payments that exceed $20K. Moreover, all Code Enforcement issues. Please confirm HOA amounts. 5314153

* Short Sale

Eureka Realty

Deer Island | House For Sale $2,950,000

17683 Deer Isle Cir, Winter Garden, Florida 34787

Reduced By $250,000

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17683 Deer Isle Cir. Listed | 607 Days Ago
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    7429

  • Year Built

    2008

  • $/SqFt

    $397

NEW PRICE! FURNISHED LAKEFRONT ESTATE: Former builder's personal home built with superb quality and sophisticated design. If you are considering Windermere - also consider this - Same distance to OIA! Better price! Overlooks Chain of Lakes - 2500 Acres of water! Amenity-rich: private Boat House -Lifts for Boat & 2 Jet Skis, Theater, Billiards Rm, grand outdoor Terrace with Fireplace and Bar, statuary, Heated Pool! View of water upon entering this gorgeous interior -dramatic window-walls, soaring ceilings, stately columns, rich marble flooring! Custom window coverings, arches & elegant Tuscan design flows seamlessly throughout. The custom built Kitchen features superior appliances, 21' granite serving/snack bar opening to the Family Rm. The large Family Rm boasts a 17' entertainment center with 70" TV along w/ french doors opening to grand outdoor entertainment area. Lakefront spacious 1st flr Master Suite has french doors to the pool/terrace. Dramatic iron staircase ascends to spacious 2nd flr. 32' balcony & lounge, 3 bedroom suites, theater, private office & billiard room w/ private balcony. (wood floors on second floor.) Your guests will never want to leave once they experience the water views from the grand lake front terrace with fireplace! Plenty of lawn space! Fenced! 4-car Garage! Surround sound in & out! Don't miss this! 15 minutes to conveniences & 30 min. to all major theme parks! Owner's 2nd home! Like NEW! Motivated Seller.BE SURE TO SEE THE GORGEOUS VIRTUAL TOUR. New low price! 5179765

* Potential Great Value

Oxford Realty, Inc.

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